Salen, reduced salen and N-alkylated salen type compounds: Spectral characterization, theoretical investigation and biological studies

Inba, P. Jeslin Kanaga; Annaraj, B.; Thalamuthu, S.; Neelakantan, M.A.

doi:10.1016/j.saa.2012.11.100

Cited by 39 publications

(1 citation statement)

References 38 publications

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“…Schiff base complexes with imines have deserved much attention, probably because of their ability to intercalate between the bases of DNA and to participate in catalytic cycles with usual reducing and oxidizing agents in biological medium and Cu(II) is also involved in the causation and cure of cancer [11, 12, 13, 14, 15, 16]. This prompted us to synthesize a new series of heterocyclic compounds containing the antipyrinyl moiety from the Schiff bases derived from the condensation of Salicylidene-4-iminoantipyrine and Histidine [17, 18, 19, 20, 21, 22, 23, 24, 25, 26]. In this paper, we report the synthesize, structural characterization, CT-DNA interaction and biological screening investigation of copper, nickel, cobalt, oxovanadium and zinc complexes with Schiff base prepared by Salicylidene-4-iminoantipyrine and Histidine.…”

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confidence: 99%

Electrochemical behavior, structural, morphological, Calf Thymus-DNA interaction and in-vitro antimicrobial studies of synthesized Schiff base transition metal complexes

Palanimurugan¹,

Dhanalakshmi²,

Selvapandian³

et al. 2019

Heliyon

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New tetradentate Schiff base transition metal complexes have been derived from salicylidene-4-imino-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one and histidine were characterized by CHN analysis, magnetic susceptibility measurements, molar conductance, FAB-MS, IR, 1 H-NMR, UV, CV, EPR, Fluorescence emission, AFM and Powder XRD techniques. AFM images and Powder XRD data endure that the complexes are nano-size grains with polycrystalline structure. The spectral evidences showed that all the metal chelates are square planar geometry except [VOL] complex which exist square-pyramidal geometry. Electrochemical data (CV) for [CuL] and [VOL] complexes in acetonitrile solution indicates that the redox potential of metal ions is affected by the coordinated ligand. Electron Spin Resonance (ESR) spectra of [CuL] and [VOL] complexes were well coinciding with proposed geometries and other reported complexes. CT-DNA interaction studies of [CuL] complex reveals that an intercalation binding mode occurs between complex and DNA base pairs. The in vitro antimicrobial activity of complexes has been tested against the growth of some fungal and bacterial species persist that chelates have better control than ligand.

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Section: Introductionmentioning

confidence: 99%

Electrochemical behavior, structural, morphological, Calf Thymus-DNA interaction and in-vitro antimicrobial studies of synthesized Schiff base transition metal complexes

Palanimurugan¹,

Dhanalakshmi²,

Selvapandian³

et al. 2019

Heliyon

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Biocatalysis, DNA–protein interactions, cytotoxicity and molecular docking of Cu(II), Ni(II), Zn(II) and V(IV) Schiff base complexes

Balakrishnan

Theetharappan

Kowsalya

et al. 2017

Applied Organom Chemis

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Four mononuclear metal complexes (Cu(II) (1), Ni(II) (2), Zn(II) (3) and V(IV) (4)) were synthesized using the Schiff base ligand 2,2′‐{cyclohexane‐1,2‐diylbis[nitrilo(1E)eth‐1‐yl‐1‐ylidine]}bis[5‐(prop‐2‐yn‐1‐yloxy)phenol] and structurally characterized by various spectral techniques. The catecholase‐mimicking activities of 1–4 were investigated and the results reveal that all the complexes have ability to oxidize 3,5‐di‐tert‐butylcatechol (3,5‐DTBC) to 3,5‐di‐tert‐butylquinone in aerobic conditions. Electrospray ionization mass spectrometry studies were performed for 1–4 in the presence of 3,5‐DTBC to determine the possible complex–substrate intermediates. X‐band electron paramagnetic resonance spectroscopy results indicate that the metal centres are involved in the catecholase activity. Ligand‐centred radical generation was further confirmed by density functional theory calculation. The phosphatase‐like activity of 1–4 was investigated using 4‐nitrophenylphosphate as a model substrate. All the complexes exhibit excellent phosphatase activity in acetonitrile medium. The interactions of 1–4 with calf thymus DNA (CT‐DNA) and bovine serum albumin (BSA) protein were investigated using absorption and fluorescence titration methods. All the complexes strongly interact with CT‐DNA and BSA protein. The complexes exhibit significant hydrolytic cleavage of supercoiled pUC19 DNA. Complexes 1–4 exhibit significant in vitro cytotoxicity against MCF7 (human breast cancer) and MIA‐PA‐CA‐2 (human pancreatic cancer) cell lines. Moreover, the molecular docking technique was employed to determine the binding affinity with DNA and protein molecules.

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DNA/BSA binding interactions and VHPO mimicking potential of vanadium(IV) complexes: Synthesis, structural characterization and DFT studies

Neelakantan

Balakrishnan

Selvarani

et al. 2017

Applied Organom Chemis

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Vanadium(IV) Schiff base complexes (VOL1‐VOL3) were synthesized and characterized by elemental analysis, various spectral methods and single crystal XRD studies. Structural analysis of VOL2 reveals that the central vanadium ion in the complex is six coordinate with distorted octahedral geometry. Density functional theory (DFT) and time dependent (TD‐DFT) studies were used to understand the electronic transitions observed in the complexes in UV–Vis spectra. The electrochemical behavior of the complexes was investigated in acetonitrile medium exhibit quasi‐reversible one electron transfer. The DNA and BSA protein binding interaction of vanadium complexes has been explored by UV–Vis and fluorescence spectral methods and viscosity measurements reveal that the complexes interact with CT‐DNA through intercalation mode and follows the order VOL1 < VOL3 < VOL2. The complexes exhibit binding interactions with BSA protein. The complexes act as chemical nuclease and cleave DNA in the presence of H2O2. The 2,2‐diphenyl‐1‐picrylhydrazyl (DPPH) assay was used to evaluate the radical scavenging activity demonstrate the antioxidant property of the complexes. The antimicrobial activity was screened for several microorganisms, Staphylococcus aureus, Bacillus subtilis, Pseudomonas aeruginosa, Escherichia coli. The mimicking of vanadium haloperoxidase was investigated by the bromination of the organic substrate phenol red by vanadium complexes in the presence of bromide and H2O2.

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Salen, reduced salen and N-alkylated salen type compounds: Spectral characterization, theoretical investigation and biological studies

Cited by 39 publications

References 38 publications

Electrochemical behavior, structural, morphological, Calf Thymus-DNA interaction and in-vitro antimicrobial studies of synthesized Schiff base transition metal complexes

Electrochemical behavior, structural, morphological, Calf Thymus-DNA interaction and in-vitro antimicrobial studies of synthesized Schiff base transition metal complexes

Biocatalysis, DNA–protein interactions, cytotoxicity and molecular docking of Cu(II), Ni(II), Zn(II) and V(IV) Schiff base complexes

DNA/BSA binding interactions and VHPO mimicking potential of vanadium(IV) complexes: Synthesis, structural characterization and DFT studies

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